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Volumn 43, Issue 13, 2013, Pages 1778-1786

Heterogeneous catalytic method for the conversion of aldoximes into nitriles using molecular sieve modified with Copper(II)

Author keywords

Aldoximes; copper; heterogeneous catalysis; molecular sieve; nitriles

Indexed keywords

ALDOXIME; BENZAMIDE; BENZONITRILE; CARBON; COPPER; NITRILE; NITROGEN; PALLADIUM;

EID: 84876141297     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397911.2012.667861     Document Type: Article
Times cited : (25)

References (25)
  • 1
    • 84980112222 scopus 로고
    • Ueber einige aus der Dinitrophenylessigsäure darstellbare Verbindungen
    • Gabriel, S.; Meyer, R. Ueber einige aus der Dinitrophenylessigsäure darstellbare Verbindungen. Chem. Ber. 1881, 14, 2332-2341.
    • (1881) Chem. Ber. , vol.14 , pp. 2332-2341
    • Gabriel, S.1    Meyer, R.2
  • 2
    • 33947463198 scopus 로고
    • The preparation of nitriles
    • Mowry, D. T. The preparation of nitriles. Chem. Rev. 1948, 42, 189-283.
    • (1948) Chem. Rev. , vol.42 , pp. 189-283
    • Mowry, D.T.1
  • 3
    • 85023062544 scopus 로고
    • Conversion of carboxamides and oximes to nitriles or imidoyl chlorides using a polymer-supported phosphine and carbon tetrachloride
    • Harrison, C. R.; Hodge, P.; Rogers, W. J. Conversion of carboxamides and oximes to nitriles or imidoyl chlorides using a polymer-supported phosphine and carbon tetrachloride. Synthesis 1977, 41-42.
    • (1977) Synthesis , pp. 41-42
    • Harrison, C.R.1    Hodge, P.2    Rogers, W.J.3
  • 4
    • 0001539354 scopus 로고
    • An efficient synthesis of nitriles from aldoximes
    • Hendrickson, J. B.; Bair, K. W.; Keehn, P. M. An efficient synthesis of nitriles from aldoximes. Tetrahedron Lett. 1976, 17, 603-604.
    • (1976) Tetrahedron Lett. , vol.17 , pp. 603-604
    • Hendrickson, J.B.1    Bair, K.W.2    Keehn, P.M.3
  • 5
    • 85022750799 scopus 로고
    • An easy, high-yield conversion of aldoximes to nitriles
    • Carotti, A.; Campagna, F.; Ballini, R. An easy, high-yield conversion of aldoximes to nitriles. Synthesis 1979, 56-57.
    • (1979) Synthesis , pp. 56-57
    • Carotti, A.1    Campagna, F.2    Ballini, R.3
  • 6
    • 84876146447 scopus 로고
    • Crown ethers in organic synthesis, II: Catalytic dehydration of aldoximes
    • Rasmussen, J. K. Crown ethers in organic synthesis, II: Catalytic dehydration of aldoximes. Chem. Lett. 1977, 6, 1295-1298.
    • (1977) Chem. Lett. , vol.6 , pp. 1295-1298
    • Rasmussen, J.K.1
  • 7
    • 84873020812 scopus 로고
    • Synthetic methods and reactions, 52: Preparation of nitriles from aldoximes via dehydration with trimethylamine/sulfur dioxide complex
    • Olah, G. A.; Vankar, Y. D. Synthetic methods and reactions, 52: Preparation of nitriles from aldoximes via dehydration with trimethylamine/ sulfur dioxide complex. Synthesis 1978, 702-703.
    • (1978) Synthesis , pp. 702-703
    • Olah, G.A.1    Vankar, Y.D.2
  • 8
    • 57249111534 scopus 로고    scopus 로고
    • Mild, efficient, and rapid dehydration of aldoximes to nitriles mediated by phthalic anhydride under microwave irradiation
    • Hekmatshoar, R.; Heravi, M. M.; Beheshtiha, Y. S.; Asadolah, K. Mild, efficient, and rapid dehydration of aldoximes to nitriles mediated by phthalic anhydride under microwave irradiation. Monatsh. Chem. 2002, 133, 111-114.
    • (2002) Monatsh. Chem. , vol.133 , pp. 111-114
    • Hekmatshoar, R.1    Heravi, M.M.2    Beheshtiha, Y.S.3    Asadolah, K.4
  • 9
    • 0037170636 scopus 로고    scopus 로고
    • Beckmann rearrangement of ketoximes on solid metaboric acid: A simple and effective procedure
    • Chandrasekhar, S.; Gopalaiah, K. Beckmann rearrangement of ketoximes on solid metaboric acid: A simple and effective procedure. Tetrahedron Lett. 2002, 43, 2455-2457.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 2455-2457
    • Chandrasekhar, S.1    Gopalaiah, K.2
  • 10
    • 0034035451 scopus 로고    scopus 로고
    • A new, mild, neutral, and inexpensive method for conversion of aldoximes to nitriles using anhydrous ferric sulphate
    • Desai, D. G.; Swami, S. S.; Mahale, G. D. A new, mild, neutral, and inexpensive method for conversion of aldoximes to nitriles using anhydrous ferric sulphate. Synth. Commun. 2000, 30, 1623-1625.
    • (2000) Synth. Commun. , vol.30 , pp. 1623-1625
    • Desai, D.G.1    Swami, S.S.2    Mahale, G.D.3
  • 11
    • 84873026034 scopus 로고
    • Effect of metal ions in organic synthesis, XVII: Mild, easy, and high-yield conversion of aldoximes into nitriles under copper(II) acetate catalysis
    • Attanasi, O.; Palma, P.; Serra-Zanetti, F. Effect of metal ions in organic synthesis, XVII: Mild, easy, and high-yield conversion of aldoximes into nitriles under copper(II) acetate catalysis. Synthesis 1983, 741-742.
    • (1983) Synthesis , pp. 741-742
    • Attanasi, O.1    Palma, P.2    Serra-Zanetti, F.3
  • 12
    • 0000555841 scopus 로고    scopus 로고
    • Highly efficient and catalytic conversion of aldoximes to nitriles
    • (a), Yang, S. H.; Chang, S. Highly efficient and catalytic conversion of aldoximes to nitriles. Org. Lett. 2001, 3, 4209-4211
    • (2001) Org. Lett. , vol.3 , pp. 4209-4211
    • Yang, S.H.1    Chang, S.2
  • 13
    • 0013379360 scopus 로고    scopus 로고
    • 2 on carbon: An efficient, selective, reusable, and environmentally versatile heterogeneous catalyst
    • 2 on carbon: An efficient, selective, reusable, and environmentally versatile heterogeneous catalyst. Org. Lett. 2002, 4, 2369-2371.
    • (2002) Org. Lett. , vol.4 , pp. 2369-2371
    • Choi, E.1    Lee, C.2    Na, Y.3    Chang, S.4
  • 14
    • 0037119319 scopus 로고    scopus 로고
    • Rhenium(VII) oxo complexes as extremely active catalysts in the dehydration of primary amides and aldoximes to nitriles
    • Ishihara, K.; Furuya, Y.; Yamamoto, H. Rhenium(VII) oxo complexes as extremely active catalysts in the dehydration of primary amides and aldoximes to nitriles. Angew. Chem. Int. Ed. 2002, 41, 2983-2986.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 2983-2986
    • Ishihara, K.1    Furuya, Y.2    Yamamoto, H.3
  • 16
    • 21044454796 scopus 로고    scopus 로고
    • Gallium(III) triflate-catalyzed dehydration of aldoximes
    • Yan, P.; Batamack, P.; Prakash, G. K. S.; Olah, G. A. Gallium(III) triflate-catalyzed dehydration of aldoximes. Catal. Lett. 2005, 101, 141-143.
    • (2005) Catal. Lett. , vol.101 , pp. 141-143
    • Yan, P.1    Batamack, P.2    Prakash, G.K.S.3    Olah, G.A.4
  • 17
    • 34250702224 scopus 로고    scopus 로고
    • A Tungsten-tin mixed hydroxide as an efficient heterogeneous catalyst for dehydration of aldoximes to nitriles
    • Yamaguchi, K.; Fujiwara, H.; Ogasawara, Y.; Kotani, M.; Mizuno, N. A Tungsten-tin mixed hydroxide as an efficient heterogeneous catalyst for dehydration of aldoximes to nitriles. Angew. Chem., Int. Ed. 2007, 46, 3922-3925.
    • (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 3922-3925
    • Yamaguchi, K.1    Fujiwara, H.2    Ogasawara, Y.3    Kotani, M.4    Mizuno, N.5
  • 18
    • 60649085396 scopus 로고    scopus 로고
    • Highly efficient Pd-catalyzed synthesis of nitriles from aldoximes
    • Kim, H. S.; Kim, S. H.; Kim, J. N. Highly efficient Pd-catalyzed synthesis of nitriles from aldoximes. Tetrahedron Lett. 2009, 50, 1717-1719.
    • (2009) Tetrahedron Lett. , vol.50 , pp. 1717-1719
    • Kim, H.S.1    Kim, S.H.2    Kim, J.N.3
  • 19
    • 77950578284 scopus 로고    scopus 로고
    • Cost-efficient synthesis of amides from oximes with indium or zinc catalysts
    • Allen, C. L.; Burel, C.; Williams, J. M. J. Cost-efficient synthesis of amides from oximes with indium or zinc catalysts. Tetrahedron Lett. 2010, 51, 2724-2726.
    • (2010) Tetrahedron Lett. , vol.51 , pp. 2724-2726
    • Allen, C.L.1    Burel, C.2    Williams, J.M.J.3
  • 20
    • 0036924750 scopus 로고    scopus 로고
    • Microwave-assisted conversion of oximes into nitriles in the presence of a zeolite
    • Hegedüs, A.; Cwik, A.; Hell, Z.; Horváth, Z.; Esek, Á.; Uzsoki, M. Microwave-assisted conversion of oximes into nitriles in the presence of a zeolite. Green Chem. 2002, 4, 618-620.
    • (2002) Green Chem. , vol.4 , pp. 618-620
    • Hegedüs, A.1    Cwik, A.2    Hell, Z.3    Horváth, Z.4    Esek, Á.5    Uzsoki, M.6
  • 21
    • 77957676085 scopus 로고    scopus 로고
    • A simple method for the preparation of propargylamines using molecular sieve modified with copper(II)
    • Fodor, A.; Kiss, Á.; Debreczeni, N.; Hell, Z.; Gresits, I. A simple method for the preparation of propargylamines using molecular sieve modified with copper(II). Org. Biomol. Chem. 2010, 8, 4575-4581.
    • (2010) Org. Biomol. Chem. , vol.8 , pp. 4575-4581
    • Fodor, A.1    Kiss, Á.2    Debreczeni, N.3    Hell, Z.4    Gresits, I.5
  • 22
    • 68949163947 scopus 로고    scopus 로고
    • Significant self-acceleration effects of nitrile additives in the rhodium-catalyzed conversion of aldoximes to amides: A new mechanistic aspect
    • Kim, M.; Lee, J.; Lee, H.-Y.; Chang, S. Significant self-acceleration effects of nitrile additives in the rhodium-catalyzed conversion of aldoximes to amides: A new mechanistic aspect. Adv. Synth. Catal. 2009, 351, 1807-1812.
    • (2009) Adv. Synth. Catal. , vol.351 , pp. 1807-1812
    • Kim, M.1    Lee, J.2    Lee, H.-Y.3    Chang, S.4
  • 23
    • 78449290409 scopus 로고    scopus 로고
    • Catalytic acylation of amines with aldehydes or aldoximes
    • Allen, C. L.; Davulcu, S.; Williams, J. M. J. Catalytic acylation of amines with aldehydes or aldoximes. Org. Lett. 2010, 12, 5096-5099.
    • (2010) Org. Lett. , vol.12 , pp. 5096-5099
    • Allen, C.L.1    Davulcu, S.2    Williams, J.M.J.3
  • 24
    • 70149117960 scopus 로고    scopus 로고
    • Ionic liquid-promoted dehydration of aldoximes: A convenient access to aromatic, heteroaromatic, and aliphatic nitriles
    • Saha, D.; Saha, A.; Ranu, B. C. Ionic liquid-promoted dehydration of aldoximes: A convenient access to aromatic, heteroaromatic, and aliphatic nitriles. Tetrahedron Lett. 2009, 50, 6088-6091.
    • (2009) Tetrahedron Lett. , vol.50 , pp. 6088-6091
    • Saha, D.1    Saha, A.2    Ranu, B.C.3
  • 25
    • 24344470125 scopus 로고    scopus 로고
    • A practical synthesis of highly functionalized aryl nitriles through cyanation of aryl bromides employing heterogeneous Pd/C: In quest of an industrially viable process
    • Hatsuda, M.; Seki, M. A practical synthesis of highly functionalized aryl nitriles through cyanation of aryl bromides employing heterogeneous Pd/C: In quest of an industrially viable process. Tetrahedron 2005, 61, 9908-9917.
    • (2005) Tetrahedron , vol.61 , pp. 9908-9917
    • Hatsuda, M.1    Seki, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.